FI79710C - Förfarande och mellanprodukter för framställning av sultamicillin och dess analoger - Google Patents
Förfarande och mellanprodukter för framställning av sultamicillin och dess analoger Download PDFInfo
- Publication number
- FI79710C FI79710C FI834456A FI834456A FI79710C FI 79710 C FI79710 C FI 79710C FI 834456 A FI834456 A FI 834456A FI 834456 A FI834456 A FI 834456A FI 79710 C FI79710 C FI 79710C
- Authority
- FI
- Finland
- Prior art keywords
- formula
- benzoyloxy
- alkoxy
- compound
- hydrogen
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Cephalosporin Compounds (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
- Peptides Or Proteins (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Detergent Compositions (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Iron Core Of Rotating Electric Machines (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Claims (7)
1. J^3 Br||i#-r<; κ H i CH3 ^- N-Vc_ 6 O II o 15 jossa R1 on vety, hydroksi, (C2-C7)-alkanoyylioksi, (C2-C7 )alkoksikarbonyyIloksi, bentsoyylioksi tai bentsoyy-lioksi, jossa on monosubstituenttina (Cx-C4 )alkyyli tai (Cx -C4 )alkoksi; ja R2 on (Cx -C3 )alkoksi. ie 7971 0
1. Förfarande för framställning av en förening med formeln II 5 i/T\-T2 R“C y—CHCONH S >CH3 W j-% y»3
10 N --o II o (Π) O O CH„ ^ ^ O oT „-o o väri R1 är väte, hydroxi, (C2 -C7 )alkanoyloxi, (C2-C7)-alkoxikarbonyloxi, bensoyloxi eller bensoyloxi som mono-20 substituerats med (Cx —C4 )alkyl eller (0χ-04 )alkoxi, eller ett farmaceutiskt godtagbart syraadditionssalt därav, kännetecknat därav, att man hydrogenolyser en förening med formeln III OH., o ne ’ J " 2 Zi} r—ς, NH-C=CH-C-R R1-^ 7—CHCONH. S ^CH3 ^ y-f, f-, 0^----^ c-o II 30 ° (III) Br 0 \ /° CH2 Br \J ^S\c^CH3 J'* CH3 35 ^C --------------0 II o 17 7971 0 väri R1 Sr väte, hydroxi, (C2-C7)alkanoyloxi, (C2-C7)-alkoxikarbonyloxi, bensoyloxi eller bensoyloxi som mono-substituerats med (C^-C^) alkyl eller (Cx-C4)alkoxi och R2 är (Cx-C3)alkoxi, 5. närvaro av en ädelmetallkatalysator och eventuellt en ekvivalent NaHC03 eller 1-2 ekvivalenter pyridin i ett reaktionsinert organiskt lösningsmedel, företrädesvis vid ett tryck av 3-8 atmosfärer.
2. Förfarande enligt patentkravet 1, vilket vidare 10 ärkännetecknat därav, att man vid förfarandet framställer föreningen med formeln (III) genom att om-sätta i ett reaktionsinert lösningsmedel tetrabutyl-ammoniumsaltet av en förening med formeln IV CH, O IE ' J " 2 10 ,- NH-C=CH-C-R R V/ \\ \=7 \—γτ 3 (IV) ''cooa 20 väri R1 är väte, hydroxi, (C2-C7)alkanoyloxi, (C2-C7)al-koxikarbonyloxi, bensoyloxi eller bensoyloxi som mono-substituerats med (Cx-C4) alkyl eller (Cx-C4 )alkoxi, och R2 25 är (Cx-C3 )alkoxi; med jodmetylestern av 6,6-dibrom-penisillansyra med formeln V O o Br \ / Br\l ^SX-^CH3
30 Ph Νη3 (V) 0^~N-^COOH
3. Förening med formeln I 35 is 7971 0 CH O i-^ ii n - NH-C=CH-C-R R1-/ \\— CHCONH λ_< VCH3 ΓΗ I CH-, 5 ^- N--O 0 ö (I) D 0 0 Br \ / OH„ f Xs' .-CH,
10 Rr lii*--f,' '"K 3 B CH.. li I «j J*--N-^ O ^ 'c---O II o väri R1 är väte, hydroxi, (C2-C7 )alkanoyloxi, (C2-C7)-15 alkoxikarbonyloxi, bensoyloxi eller bensoyloxi som raono-substituerats med (C2-C4 )alkyl eller (C2-C4 )alkoxi; och R2 är (Cx-C3 )alkoxi.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US44689582A | 1982-12-06 | 1982-12-06 | |
| US44689582 | 1982-12-06 |
Publications (4)
| Publication Number | Publication Date |
|---|---|
| FI834456A0 FI834456A0 (fi) | 1983-12-05 |
| FI834456A FI834456A (fi) | 1984-06-07 |
| FI79710B FI79710B (fi) | 1989-10-31 |
| FI79710C true FI79710C (sv) | 1990-02-12 |
Family
ID=23774227
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI834456A FI79710C (sv) | 1982-12-06 | 1983-12-05 | Förfarande och mellanprodukter för framställning av sultamicillin och dess analoger |
Country Status (17)
| Country | Link |
|---|---|
| EP (1) | EP0112087B1 (sv) |
| JP (2) | JPS59112992A (sv) |
| KR (1) | KR870000610B1 (sv) |
| AT (1) | ATE26985T1 (sv) |
| AU (1) | AU545390B2 (sv) |
| CA (1) | CA1212104A (sv) |
| DE (1) | DE3371340D1 (sv) |
| DK (1) | DK163926C (sv) |
| ES (1) | ES527729A0 (sv) |
| FI (1) | FI79710C (sv) |
| GR (1) | GR78768B (sv) |
| HU (1) | HU191902B (sv) |
| IE (1) | IE56326B1 (sv) |
| PH (1) | PH20068A (sv) |
| PL (1) | PL142142B1 (sv) |
| PT (1) | PT77733B (sv) |
| YU (1) | YU43332B (sv) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2039299B1 (es) * | 1991-10-04 | 1994-05-16 | Asturpharma S A | Procedimiento de obtencion de esteres de acido 1,1-dioxopenicilanico y sus sales. |
| ES2100125B1 (es) * | 1995-06-02 | 1998-04-01 | Asturpharma S A | Procedimiento de preparacion de esteres de metanodiol de acido dioxopenicilanico. |
| ES2161602B1 (es) * | 1999-04-08 | 2003-02-16 | Asturpharma S A | Sintesis de 6-(d-alfa-(bencilidenaminofenilacetamido))penicilanato de 1,1-dioxopenicilanoiloximetilo y analogos. nuevos intermedios para la sintesis de sultamicilina. |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA80796B (en) * | 1979-02-13 | 1981-02-25 | Leo Pharm Prod Ltd | Chemical compounds |
| IL64009A (en) * | 1980-10-31 | 1984-09-30 | Rech Applications Therap | Crystalline 1,1-dioxopenicillanoyloxymethyl 6-(d-alpha-amino-alpha-phenylacetamido)penicillanate tosylate hydrates,their production and pharmaceutical compositions containing them |
| IN159362B (sv) * | 1981-03-23 | 1987-05-09 | Pfizer | |
| US4419284A (en) * | 1981-03-23 | 1983-12-06 | Pfizer Inc. | Preparation of halomethyl esters (and related esters) of penicillanic acid 1,1-dioxide |
-
1983
- 1983-10-21 PH PH29753A patent/PH20068A/en unknown
- 1983-11-25 PT PT77733A patent/PT77733B/pt unknown
- 1983-11-29 AT AT83307258T patent/ATE26985T1/de not_active IP Right Cessation
- 1983-11-29 EP EP83307258A patent/EP0112087B1/en not_active Expired
- 1983-11-29 DE DE8383307258T patent/DE3371340D1/de not_active Expired
- 1983-12-01 GR GR73127A patent/GR78768B/el unknown
- 1983-12-02 YU YU2360/83A patent/YU43332B/xx unknown
- 1983-12-02 CA CA000442455A patent/CA1212104A/en not_active Expired
- 1983-12-02 ES ES527729A patent/ES527729A0/es active Granted
- 1983-12-05 FI FI834456A patent/FI79710C/sv not_active IP Right Cessation
- 1983-12-05 PL PL1983244922A patent/PL142142B1/pl unknown
- 1983-12-05 AU AU21967/83A patent/AU545390B2/en not_active Expired
- 1983-12-05 IE IE2853/83A patent/IE56326B1/en not_active IP Right Cessation
- 1983-12-05 HU HU834160A patent/HU191902B/hu unknown
- 1983-12-05 KR KR1019830005745A patent/KR870000610B1/ko not_active IP Right Cessation
- 1983-12-05 DK DK558883A patent/DK163926C/da not_active IP Right Cessation
- 1983-12-06 JP JP58230485A patent/JPS59112992A/ja active Granted
-
1988
- 1988-02-08 JP JP63027393A patent/JPS63211289A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| PT77733A (en) | 1983-12-01 |
| KR840007010A (ko) | 1984-12-04 |
| FI79710B (fi) | 1989-10-31 |
| YU236083A (en) | 1986-02-28 |
| JPS63211289A (ja) | 1988-09-02 |
| DK163926C (da) | 1992-09-14 |
| DK558883A (da) | 1984-06-07 |
| EP0112087B1 (en) | 1987-05-06 |
| FI834456A0 (fi) | 1983-12-05 |
| AU545390B2 (en) | 1985-07-11 |
| DK558883D0 (da) | 1983-12-05 |
| ATE26985T1 (de) | 1987-05-15 |
| ES8504824A1 (es) | 1985-05-01 |
| PL244922A1 (en) | 1985-03-12 |
| FI834456A (fi) | 1984-06-07 |
| JPH0119396B2 (sv) | 1989-04-11 |
| CA1212104A (en) | 1986-09-30 |
| KR870000610B1 (ko) | 1987-03-25 |
| JPS59112992A (ja) | 1984-06-29 |
| AU2196783A (en) | 1984-06-14 |
| DK163926B (da) | 1992-04-21 |
| IE832853L (en) | 1984-06-06 |
| IE56326B1 (en) | 1991-06-19 |
| GR78768B (sv) | 1984-10-02 |
| YU43332B (en) | 1989-06-30 |
| PT77733B (en) | 1986-05-30 |
| DE3371340D1 (en) | 1987-06-11 |
| PH20068A (en) | 1986-09-18 |
| ES527729A0 (es) | 1985-05-01 |
| HU191902B (en) | 1987-04-28 |
| PL142142B1 (en) | 1987-09-30 |
| EP0112087A1 (en) | 1984-06-27 |
| JPH026758B2 (sv) | 1990-02-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MA | Patent expired |
Owner name: PFIZER INC. |